Haloalkanes and Haloarenes Chapter-Wise Test 14

Correct answer Carries: 4.

Wrong Answer Carries: -1.

What is the order of bond strength of C-X bonds in \( \ce{CH3F} \), \( \ce{CH3Cl} \), \( \ce{CH3Br} \), and \( \ce{CH3I} \)?

Bond strength decreases as halogen size increases due to weaker overlap: \( \ce{CH3F} \) > \( \ce{CH3Cl} \) > \( \ce{CH3Br} \) > \( \ce{CH3I} \).

\( \ce{CH3I} \) > \( \ce{CH3Br} \) > \( \ce{CH3Cl} \) > \( \ce{CH3F} \)
\( \ce{CH3Br} \) > \( \ce{CH3I} \) > \( \ce{CH3F} \) > \( \ce{CH3Cl} \)
\( \ce{CH3F} \) > \( \ce{CH3Cl} \) > \( \ce{CH3Br} \) > \( \ce{CH3I} \)
\( \ce{CH3Cl} \) > \( \ce{CH3F} \) > \( \ce{CH3I} \) > \( \ce{CH3Br} \)
3

Which of the following is prepared by free radical halogenation of an alkane?

Free radical halogenation of propane (\( \ce{CH3CH2CH3} \)) with \( \ce{Cl2} \) forms \( \ce{CH3CHClCH3} \) (2-chloropropane) as one product.

\( \ce{CH3CHClCH3} \)
\( \ce{CH2=CHCl} \)
\( \ce{C6H5Cl} \)
\( \ce{CH3CH2OCH3} \)
1

What is the order of reactivity of \( \ce{CH3CH2F} \), \( \ce{CH3CH2Cl} \), \( \ce{CH3CH2Br} \), and \( \ce{CH3CH2I} \) in \( \ce{S_N2} \) reactions?

\( \ce{S_N2} \) reactivity increases with better leaving group ability: \( \ce{CH3CH2I} \) > \( \ce{CH3CH2Br} \) > \( \ce{CH3CH2Cl} \) > \( \ce{CH3CH2F} \).

\( \ce{CH3CH2F} \) > \( \ce{CH3CH2Cl} \) > \( \ce{CH3CH2Br} \) > \( \ce{CH3CH2I} \)
\( \ce{CH3CH2Cl} \) > \( \ce{CH3CH2F} \) > \( \ce{CH3CH2I} \) > \( \ce{CH3CH2Br} \)
\( \ce{CH3CH2I} \) > \( \ce{CH3CH2Br} \) > \( \ce{CH3CH2Cl} \) > \( \ce{CH3CH2F} \)
\( \ce{CH3CH2Br} \) > \( \ce{CH3CH2I} \) > \( \ce{CH3CH2F} \) > \( \ce{CH3CH2Cl} \)
3

What is the product when \( \ce{CH3CH2CH2Br} \) reacts with \( \ce{KOH} \) in methanol?

Alcoholic \( \ce{KOH} \) (in methanol) promotes elimination (E2) in \( \ce{CH3CH2CH2Br} \), forming \( \ce{CH3CH=CH2} \) (propene).

\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH=CH2} \)
\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH2OCH3} \)
2

What is the product when \( \ce{CH3CH2CH2Cl} \) reacts with sodium in dry ether?

This is a Wurtz reaction, coupling two \( \ce{CH3CH2CH2Cl} \) molecules to form \( \ce{CH3CH2CH2CH2CH2CH3} \) (hexane).

\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH=CH2} \)
\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH2CH2CH2CH2CH3} \)
4

How many hydrogen atoms are attached to the carbon bearing chlorine in \( \ce{CH3CH2CHClCH2CH3} \)?

In \( \ce{CH3CH2CHClCH2CH3} \), the Cl-bearing carbon (C3) is bonded to C2, Cl, C4, and one H, so it has 1 hydrogen.

0
2
1
3
3

What is the product of the reaction between \( \ce{CH3CH2Br} \) and \( \ce{NaI} \) in dry acetone?

This is a Finkelstein reaction, where an alkyl bromide reacts with \( \ce{NaI} \) in acetone to form the corresponding iodide, \( \ce{CH3CH2I} \), and \( \ce{NaBr} \) precipitates.

\( \ce{CH3CH3} \)
\( \ce{CH3CH2I} \)
\( \ce{CH3CH2Cl} \)
\( \ce{CH3I} \)
2

What is the hybridization of the carbon attached to iodine in \( \ce{CH3CH=CHI} \)?

In \( \ce{CH3CH=CHI} \), the carbon with I is part of a double bond (C=C), making it sp² hybridized.

sp
sp³
sp²
sp³d
3

Which halide forms \( \ce{CH3CH2CH2CH2CH3} \) when treated with \( \ce{Mg} \) in ether followed by \( \ce{H2O} \)?

\( \ce{CH3CH2CH2CH2Br} \) forms a Grignard reagent (\( \ce{CH3CH2CH2CH2MgBr} \)), which hydrolyzes to pentane (\( \ce{CH3CH2CH2CH2CH3} \)).

\( \ce{CH3CH2Cl} \)
\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CHClCH2CH3} \)
\( \ce{CH3CH2CH2CH2Br} \)
4

Which halide is an allylic halide?

An allylic halide has the halogen on a carbon adjacent to a double bond. \( \ce{CH2=CHCH2CH2Cl} \) (4-chloro-1-butene) is allylic.

\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CH=CHCl} \)
\( \ce{C6H5CH2Cl} \)
\( \ce{CH2=CHCH2CH2Cl} \)
4

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